Development of a New Dumbbell-Shaped Decoy DNA Using a Combination of the Unnatural Base Pair ImON:NaNO and a CuAAC Reaction

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• 作者：Yosuke Higuchi ; Kazuhiro Furukawa ; Tadashi Miyazawa ; Noriaki Minakawa
• 刊名：Bioconjugate Chemistry
• 出版年：2014
• 出版时间：July 16, 2014
• 年：2014
• 卷：25
• 期：7
• 页码：1360-1369
• 全文大小：522K
• ISSN：1520-4812

文摘

We describe the synthesis and potential application of a new dumbbell-shaped decoy DNA prepared using a combination of the base pair ImO^N:NaN^O and a copper-catalyzed azide鈥揳lkyne cycloaddition (CuAAC) reaction. The CuAAC reaction between the azido group on the 5鈥?end of oligodeoxynucleotide (ODN) and the ethynyl group on the NaN^O base of the opposite strand did not proceed, whereas that between the azido group and the flexible hexynyl group on the NaN^O base of the opposite strand proceeded smoothly to give a new dumbbell-shaped double-stranded ODN (dsODN). The resulting dsODN had extremely high thermal stability and exhibited exonuclease resistance. In addition, the terminal modification did not affect its helical structure, and thus, the dumbbell-shaped dsODN displayed promising in vitro activity in a competition assay with the NF-kB p50 transcription factor homodimer.